gamma-Propanol → 4-(3-Hyd-roxypropyl)-2-t-butylphenol

HRID 370745

反応式

HRID 370745 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][CH2:18][OH:19])[CH:8]=[C:9](C(C)(C)C)[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2]>FC(F)(F)C(O)=O>[C:1]([C:5]1[CH:6]=[C:7]([CH2:16][CH2:17][CH2:18][OH:19])[CH:8]=[CH:9][C:10]=1[OH:11])([CH3:4])([CH3:2])[CH3:3]

参加物

3

反応物 1

HCID 169766gamma-Propanol

生成物 1

HCID 134050654-(3-Hyd-roxypropyl)-2-t-butylphenol収率 64.4%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
40 °C

実験手順

3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)-1-propanol (100 g, 0.38 mol) was dissolved in 500 ml of trifluoracetic acid. The solution was stirred at 40° C. for six hours, then poured into an ice-water mixture. The mixture was extracted with methylene chloride. The methylene chloride layer was washed with aqueous sodium carbonate and evaporated. A solution of sodium hydroxide (25 g) in 400 ml of methanol was added to the residue. The mixture was stirred at room temperature for 30 minutes, neutralized with 1N hydrochloric acid and extracted with methylene chloride. The methylene chloride layer was washed with aqueous sodium carbonate and water, dried with anhydrous potassium carbonate, and evaporated. The residue was vacuum distilled to give 51 g (64%) of the product.

後処理

  1. extractionThe mixture was extracted with methylene chloride
  2. washThe methylene chloride layer was washed with aqueous sodium carbonate
  3. customevaporated
  4. additionA solution of sodium hydroxide (25 g) in 400 ml of methanol was added to the residue
  5. stirringThe mixture was stirred at room temperature for 30 minutes
  6. extractionextracted with methylene chloride
  7. washThe methylene chloride layer was washed with aqueous sodium carbonate and water
  8. dry with materialdried with anhydrous potassium carbonate
  9. customevaporated
  10. distillationdistilled

出典と根拠

ORDレコード
ord-e8dce774cf9642c88248945a8acbd9d7
出典データセット
uspto-grants-1985_07
特許番号
US04528311

関連ノート

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